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1',2'-bis(1H-indol-3-yl)-3',5'-dioxospiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclopentene]-3-carboxylic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID b5c128fe-bdd2-47be-b818-525d0bef7211
Taxonomy Alkaloids and derivatives > Harmala alkaloids
IUPAC Name 1',2'-bis(1H-indol-3-yl)-3',5'-dioxospiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclopentene]-3-carboxylic acid
SMILES (Canonical) C1C(NC2(C3=C1C4=CC=CC=C4N3)C(=O)C(=C(C2=O)C5=CNC6=CC=CC=C65)C7=CNC8=CC=CC=C87)C(=O)O
SMILES (Isomeric) C1C(NC2(C3=C1C4=CC=CC=C4N3)C(=O)C(=C(C2=O)C5=CNC6=CC=CC=C65)C7=CNC8=CC=CC=C87)C(=O)O
InChI InChI=1S/C32H22N4O4/c37-29-26(20-14-33-22-10-4-1-8-17(20)22)27(21-15-34-23-11-5-2-9-18(21)23)30(38)32(29)28-19(13-25(36-32)31(39)40)16-7-3-6-12-24(16)35-28/h1-12,14-15,25,33-36H,13H2,(H,39,40)
InChI Key MTYFENJTEZHZIP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H22N4O4
Molecular Weight 526.50 g/mol
Exact Mass 526.16410520 g/mol
Topological Polar Surface Area (TPSA) 131.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 4.69
H-Bond Acceptor 4
H-Bond Donor 5
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1',2'-bis(1H-indol-3-yl)-3',5'-dioxospiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclopentene]-3-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9814 98.14%
Caco-2 - 0.9191 91.91%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.6927 69.27%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9025 90.25%
OATP1B3 inhibitior + 0.9412 94.12%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9399 93.99%
BSEP inhibitior + 0.9542 95.42%
P-glycoprotein inhibitior - 0.4320 43.20%
P-glycoprotein substrate - 0.6879 68.79%
CYP3A4 substrate + 0.6247 62.47%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7855 78.55%
CYP3A4 inhibition - 0.9627 96.27%
CYP2C9 inhibition - 0.6736 67.36%
CYP2C19 inhibition - 0.7796 77.96%
CYP2D6 inhibition - 0.6490 64.90%
CYP1A2 inhibition - 0.5312 53.12%
CYP2C8 inhibition - 0.6276 62.76%
CYP inhibitory promiscuity - 0.7627 76.27%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5924 59.24%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9146 91.46%
Skin irritation - 0.7992 79.92%
Skin corrosion - 0.9387 93.87%
Ames mutagenesis - 0.7500 75.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4145 41.45%
Micronuclear + 0.8700 87.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8298 82.98%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6140 61.40%
Acute Oral Toxicity (c) III 0.4126 41.26%
Estrogen receptor binding + 0.7099 70.99%
Androgen receptor binding + 0.7433 74.33%
Thyroid receptor binding - 0.4904 49.04%
Glucocorticoid receptor binding + 0.6364 63.64%
Aromatase binding + 0.5360 53.60%
PPAR gamma + 0.7537 75.37%
Honey bee toxicity - 0.8592 85.92%
Biodegradation - 0.9750 97.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8699 86.99%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4040 P28482 MAP kinase ERK2 98.07% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.30% 91.11%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 96.71% 94.62%
CHEMBL2581 P07339 Cathepsin D 94.92% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.51% 95.56%
CHEMBL2535 P11166 Glucose transporter 92.99% 98.75%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 92.64% 96.39%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 92.03% 99.23%
CHEMBL213 P08588 Beta-1 adrenergic receptor 92.02% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 91.54% 90.17%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 91.37% 94.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.84% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.91% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.82% 89.00%
CHEMBL217 P14416 Dopamine D2 receptor 89.56% 95.62%
CHEMBL1951 P21397 Monoamine oxidase A 89.41% 91.49%
CHEMBL3310 Q96DB2 Histone deacetylase 11 89.32% 88.56%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.92% 94.08%
CHEMBL299 P17252 Protein kinase C alpha 88.39% 98.03%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 86.67% 91.71%
CHEMBL3155 P34969 Serotonin 7 (5-HT7) receptor 86.36% 90.71%
CHEMBL4225 P49760 Dual specificity protein kinase CLK2 85.37% 80.96%
CHEMBL2095172 P14867 GABA-A receptor; alpha-1/beta-2/gamma-2 85.16% 92.67%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.63% 97.09%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 84.59% 85.11%
CHEMBL255 P29275 Adenosine A2b receptor 81.69% 98.59%
CHEMBL2693 Q9UIQ6 Cystinyl aminopeptidase 80.51% 97.64%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 9849762
LOTUS LTS0185688
wikiData Q104172068